2-hydroxy-5-(hydroxymethyl)-3-(2-hydroxypropan-2-yl)-8-(methoxymethyl)-3,4-dihydro-2H-naphthalen-1-one

Details

• Internal ID: 3f2bbca2-860c-42c1-bed5-53dd3e1883a2
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: 2-hydroxy-5-(hydroxymethyl)-3-(2-hydroxypropan-2-yl)-8-(methoxymethyl)-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): CC(C)(C1CC2=C(C=CC(=C2C(=O)C1O)COC)CO)O
• SMILES (Isomeric): CC(C)(C1CC2=C(C=CC(=C2C(=O)C1O)COC)CO)O
• InChI: InChI=1S/C16H22O5/c1-16(2,20)12-6-11-9(7-17)4-5-10(8-21-3)13(11)15(19)14(12)18/h4-5,12,14,17-18,20H,6-8H2,1-3H3
• InChI Key: KUYOFDPEDWRHRH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₅
• Molecular Weight: 294.34 g/mol
• Exact Mass: 294.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.81
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9770	97.70%
Caco-2	+	0.6455	64.55%
Blood Brain Barrier	+	0.5135	51.35%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7849	78.49%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9420	94.20%
OATP1B3 inhibitior	+	0.8902	89.02%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6583	65.83%
P-glycoprotein inhibitior	-	0.8631	86.31%
P-glycoprotein substrate	-	0.8199	81.99%
CYP3A4 substrate	+	0.5672	56.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8254	82.54%
CYP3A4 inhibition	-	0.7434	74.34%
CYP2C9 inhibition	-	0.6636	66.36%
CYP2C19 inhibition	-	0.6810	68.10%
CYP2D6 inhibition	-	0.8993	89.93%
CYP1A2 inhibition	-	0.5280	52.80%
CYP2C8 inhibition	-	0.6714	67.14%
CYP inhibitory promiscuity	-	0.8595	85.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7108	71.08%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.7905	79.05%
Skin irritation	-	0.8233	82.33%
Skin corrosion	-	0.9656	96.56%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4077	40.77%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5731	57.31%
skin sensitisation	-	0.8358	83.58%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6649	66.49%
Acute Oral Toxicity (c)	III	0.6204	62.04%
Estrogen receptor binding	+	0.8059	80.59%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6358	63.58%
Glucocorticoid receptor binding	+	0.8220	82.20%
Aromatase binding	-	0.6914	69.14%
PPAR gamma	+	0.6067	60.67%
Honey bee toxicity	-	0.7862	78.62%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9793	97.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.22%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.03%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.58%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.98%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.32%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.68%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.17%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.02%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.07%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.27%	95.89%

Plants that contains it

• Emmotum nitens

Cross-Links

• PubChem: 73809934
• LOTUS: LTS0186571
• wikiData: Q104170620